2-(naphthalen-1-ylamino)-1-phenylethanol | 56987-44-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(naphthalen-1-ylamino)-1-phenylethanol
• 英文别名: N-(2-hydroxy-2-phenylethyl)-1-naphthylamine
• CAS: 56987-44-1
• 化学式: C₁₈H₁₇NO
• 分子量: 263.339
• InChiKey: PNHSUAZXHHYZHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-1-苯乙醇 在 lithium perchlorate 、 zinc(II) chloride 作用下， 以 氯苯 、 乙腈 为溶剂， 反应 27.0h， 生成 2-(naphthalen-1-ylamino)-1-phenylethanol
  参考文献：
  名称：

  Heterocyclization Approach for Electrooxidative Coupling of Functional Primary Alkylamines with Aromatics

  摘要：

  A new approach for electrooxidative coupling of aromatic compounds and primary alkylamines bearing a functional group such as a hydroxyl group and an amino group was developed. The key to the success of the transformation is heterocydization of functional primary alkylamines. Treatment of primary alkylamines bearing a functional group with nitriles or their equivalents gives the corresponding heterocycles. The electrochemical oxidation of aromatic substrates in the presence of the heterocycles followed by chemical reaction under nonoxidative conditions gave the desired coupling products.

  DOI：

  10.1021/jacs.5b06526

文献信息

• Terbium-organic framework as heterogeneous Lewis acid catalyst for β-aminoalcohol synthesis: Efficient, reusable and green catalytic method
  作者：Meghdad Karimi、Taraneh Hajiashrafi、Akbar Heydari、Alireza Azhdari Tehrani

  DOI：10.1002/aoc.3866

  日期：2017.12

  using Fourier transform infrared spectroscopy, scanning electron microscopy, powder X‐ray diffraction and surface area analysis. Tb‐MOF was employed as a heterogeneous Lewis acid catalyst for the synthesis of β‐aminoalcohols. Also, the effect of ultrasonic irradiation was examined in the catalytic aminolysis of styrene oxide. The reaction conditions were optimized by variation of reaction time, catalyst

  using有机框架（Tb-MOF）是使用先前报道的程序制备的。使用傅里叶变换红外光谱，扫描电子显微镜，粉末X射线衍射和表面积分析对Tb-MOF进行了表征。Tb-MOF被用作多相路易斯酸催化剂，用于合成β-氨基醇。另外，在苯乙烯氧化物的催化氨解中检查了超声辐射的作用。通过改变反应时间，催化剂浓度和溶剂来优化反应条件。合成并表征了多种β-氨基醇。Tb-MOF催化剂对这些转化显示出极好的选择性和高收率。
• B₂O₃/Al₂O₃ as an Efficient and Recyclable Catalyst for the Synthesis of β-Amino Alcohols under Solvent-Free Conditions
  作者：Changfu Zhang、Jiuxi Chen、Xiaochun Yu、Xian Chen、Huayue Wu、Jianping Yu

  DOI：10.1080/00397910801997405

  日期：2008.5.23

  Abstract A convenient and efficient procedure for the solvent-free synthesis of β-amino alcohols has been achieved via B2O3/Al2O3-promoted highly regioselective ring opening of epoxides with aromatic amines in good to excellent yields at room temperature. Additionally, the catalyst can be recycled without affecting the catalytic property.

  摘要 通过 B2O3/Al2O3 促进的环氧化物与芳香胺的高区域选择性开环，实现了一种方便有效的无溶剂合成 β-氨基醇的方法，在室温下具有良好的收率。此外，催化剂可以循环使用而不影响催化性能。
• Thiourea catalyzed aminolysis of epoxides under solvent free conditions. Electronic control of regioselective ring opening
  作者：Swapandeep Singh Chimni、Neeraj Bala、Vaibhav A. Dixit、Prasad V. Bharatam

  DOI：10.1016/j.tet.2010.02.053

  日期：2010.4

  A reactant economizing process for the regioselective aminolysis of epoxides using equimolar quantities of reactants catalyzed by the double hydrogen bond donor N,N'-bis[3,5-bis(trifluoromethyl)phenyl]thiourea is reported. Regioselectivity of the reaction is controlled by the electronic nature of the substituent on the styrene oxide, which has been substantiated on the basis of C-13 NMR data and DFT calculations. (C) 2010 Elsevier Ltd. All rights reserved.
• Tb2(WO4)3@N-GQDs-FA as an efficient nanocatalyst for the efficient synthesis of β-aminoalcohols in aqueous solution
  作者：Sajjad Azizi、Mahdieh Darroudi、Jafar Soleymani、Nasrin Shadjou

  DOI：10.1016/j.molliq.2021.115555

  日期：2021.5
• US4049642A
  申请人：——

  公开号：US4049642A

  公开（公告）日：1977-09-20